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While of course all celebrity gossip rumors are to be taken with a grain of salt, the story is valuable if only for the reminder that Pitt has a long history of dating Hollywood's most eligible bachelorettes. Before Brad Pitt's divorce from Angelina Jolie, the father of six seemed to have left his past as one of Hollywood's hottest bachelors behind him.She told me that she had fallen in love with the director of the film.I was so shocked I said, 'I'm outta here.'" Love works in mysterious ways. The ink on Givens' divorce from Mike Tyson wouldn't be dry until that February, however, and the disgraced boxing champ later recalled seeing Pitt toking away when he came across him at his estranged wife's house one morning—where Tyson says his intent was to have a quickie while on his way to see his divorce lawyer."She drives up with the handsome Brad Pitt," he said while telling the story, then a sample anecdote from his one-man show, on in 2012.

The "Toy Boy" singer dated Pitt off and on for several years in the '80s, long before every couple had a clever one-word nickname—so when the pop star was asked in 2016 what their cutesy name could've been, she suggested "Braditta." co-stars had been engaged for three months when, claiming loneliness, Schoelen pleaded with Pitt to visit her in Budapest, where she was shooting a movie.He quit drinking, he's enjoying therapy, he's making art... Perhaps he's also wondering whether dating has changed at all in the two decades since he's been on the market.The answer of course being, "yes, yes, it has"—though probably not all that much if you're Brad Pitt.On September 20, 2016, the entertainment world shattered, as Angelina Jolie filed from divorce from Brad Pitt.It had been twelve years since the couple were first spotted together following their starring roles in —the official confirmation came in early 2006 when Jolie announced she was pregnant with Pitt's child—and just two years after the couple officially tied the knot.